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At the age of 16, Rachtman auditioned to sing in the band the Angry Samoans, and the next year he was in a band called the Fairlanes.[2] In the late 1980s, Rachtman was lead vocalist of the L.A. Metal Act "Virgin".[2] In the 1990s, he spent over a year in a band called Battery Club, which toured with The Offspring.[2]

From August 1993 - January 1996, Riki co-hosted the radio advice program Loveline with Doctor Drew Pinsky and Adam Carolla. The trio hosted together until friction between Riki and Adam lead Riki to leave the show in January 1996.[2]

In 1999 and 2000, Rachtman worked for World Championship Wrestling as a backstage interviewer.[2] During one episode, he was almost powerbombed by wrestler Kevin Nash.[2] He also hosted Nitro, WCW's flagship program, parties across the country.[2] Seven years prior to his stint with WCW, Rachtman hosted another wrestling-themed show.[2]

On the Los Angeles radio station KLSX, Rachtman hosted a show called 'Riki Rachtman Radio.' The show came to an abrupt end when he assaulted fellow KLSX show host Doug Steckler after Steckler insulted Rachtman's girlfriend at the time, adult-film actress Janine Lindemulder.[3]

In 2003, he became the host of a syndicated rock music and NASCAR-themed radio show called Racing Rocks, which is heard on over 120 stations across America.[5] He currently hosts Nascar 24/7 Live. He was a former co-host of the show NASCAR RaceDay, but as of 2008 is no longer part of the program.